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Acetic Anhydride → HCID 20263934, compound

HRID 972852
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Reaction equation

HRID 972852 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH2:8][OH:9])[C:5]([CH2:10][OH:11])=[CH:4][N:3]=1.[C:12](OC(=O)C)(=[O:14])[CH3:13]>N1C=CC=CC=1>[CH3:1][C:2]1[CH:7]=[C:6]([CH2:8][O:9][C:12](=[O:14])[CH3:13])[C:5]([CH2:10][OH:11])=[CH:4][N:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 5851393,4-Pyridinedimethanol, 6-methyl-

Product 1

HCID 20263934HCID 20263934, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Methyl-4,5-di(hydroxymethyl)pyridine (0.1 mole) is stirred in pyridine (50 ml.) with acetic anhydride (0.1 mole) at room temperature overnight. The pyridine is evaporated and the residue is dissolved is 10 ml. water and extracted with 2 × 30 ml. of chloroform. After drying over magnesium sulfate, the chloroform is evaporated and the residue is chromatographed on a silica gel column using benzene-ethanol as eluate. By this procedure is obtained:

Workup

  1. customThe pyridine is evaporated
  2. dissolutionthe residue is dissolved
  3. extractionwater and extracted with 2 × 30 ml
  4. dry with materialAfter drying over magnesium sulfate
  5. customthe chloroform is evaporated
  6. customthe residue is chromatographed on a silica gel column
  7. customBy this procedure is obtained

Sources & evidence

ORD record
ord-34c6489999194555837c8ac770fd53ef
Source dataset
uspto-grants-1977_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04053606

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes